7-O-(b-D-apiofuranosyl-1,2-b-D-glucosyl)-5,7,4'-trihydroxyflavone

CAS: 26544-34-3 C26 H28 O14 MW: 564.49796000

Identification

Nameapiin
IUPAC7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
CAS Number26544-34-3
EINECS247-780-0
FDA UNII6QU3EZE37U
Molecular FormulaC26 H28 O14
Molecular Weight564.49796000
MDL NumberMFCD00016941
Nikkaji NumberJ41.409C

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 942.20 °C. @ 760.00 mm Hg (est)
Flash Point 602.00 °F. TCC ( 316.70 °C. ) (est)
logP (o/w) 0.720 (est)
Soluble in water, 3889 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for apiin usage levels up tonot for fragrance use.
Recommendation for apiin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

cayenne fruit celery plant celery seed chamomile garden chamomile plant chamomile roman chamomile flower chamomile sweet false chamomile flower chervil plant cumin seed parsley leaf parsley plant parsley seed parsley shoot parsley tissue culture pepper bell pepper fruit

Synonyms

apigenin 7-O-[b-D-apiosyl-(1->2)-β-D-glucoside] 7-((2-O-D- apio-b-D-furanosyl-b-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 7-[(2-O-D- apio-b-D-furanosyl-b-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxy-phenyl)-4H-1-benzopyran-4-one 7-((2-O-dextro- apio-beta-dextro-furanosyl-beta-dextro-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 7-O-(b-D- apiofuranosyl-1,2-b-D-glucosyl)-5,7,4'-trihydroxyflavone 7-((2-O-b-D- apiofuranosyl-b-D-glucopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyranone apioside 4H-1- benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-[[2-O-[(2S,3R,4R)-tetrahydro-3,4-dihydroxy-4-(hydroxymethyl)-2-furanyl]-β-D-glucopyranosyl]oxy]- 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4- dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one 5- hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydro-2-furanyl]-β-D-glucopyranoside 5- hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl 2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-b-D-glucopyranoside PubMed: An extract of Apium graveolens var. dulce leaves: structure of the major constituent, apiin, and its anti-inflammatory properties. PubMed: Biological synthesis of silver and gold nanoparticles using apiin as reducing agent. PubMed: In vitro and in vivo antioxidant activities of a flavonoid isolated from celery (Apium graveolens L. var. dulce). PubMed: Bioavailability of apigenin from apiin-rich parsley in humans. PubMed: Compounds from Sedum caeruleum with antioxidant, anticholinesterase, and antibacterial activities. PubMed: [Some physiological properties of apiin]. PubMed: Effects of blanching on polyphenol stability of innovative paste-like parsley (Petroselinum crispum (Mill.) Nym ex A. W. Hill) and marjoram (Origanum majorana L.) products. PubMed: Identification of a new angiotensin-converting enzyme (ACE) inhibitor from Thai edible plants. PubMed: Parsley: a review of ethnopharmacology, phytochemistry and biological activities. PubMed: Phenolic chemical composition of Petroselinum crispum extract and its effect on haemostasis. PubMed: Evaluation of analytical markers characterising different drying methods of parsley leaves (Petroselinum crispum L.). PubMed: [Studies on the chemical constituents of the aerial parts of Seseli mairei]. PubMed: Medicinal foodstuffs. XVIII. Phytoestrogens from the aerial part of Petroselinum crispum MIll. (Parsley) and structures of 6"-acetylapiin and a new monoterpene glycoside, petroside. PubMed: The jasmonate precursor, 12-oxo-phytodienoic acid, induces phytoalexin synthesis in Petroselinum crispum cell cultures. PubMed: In vitro antioxidant activity of Anthriscus cerefolium L. (Hoffm.) extracts. PubMed: Effects of naturally occurring flavonoids on nitric oxide production in the macrophage cell line RAW 264.7 and their structure-activity relationships. PubMed: Protective effects of some flavonoids on the renal cellular membrane. PubMed: Protection by naringin and some other flavonoids of hepatocytic autophagy and endocytosis against inhibition by okadaic acid. PubMed: Fast atom bombardment and tandem mass spectrometry for structure determination of steroid and flavonoid glycosides. PubMed: Synthesis, characterization and properties of uridine 5'-( -D-apio-D-furanosyl pyrophosphate). PubMed: Transfer of apiose from UDP-apiose to 7-O-(beta-D-glucosyl)-apigenin and 7-O-(beta-D-glucosyl)-chrysoeriol with an enzyme preparation from parsley. PubMed: Inositol Metabolism in Plants. IV. Biosynthesis of Apiose in Lemna and Petroselinum. PubMed: Anti-influenza virus activities of flavonoids from the medicinal plant Elsholtzia rugulosa. PubMed: Antioxidant and immunomodulatory constituents of henna leaves. PubMed: [Investigation of the in vitro antioxidant effect of Petroselinum crispum (Mill.) Nym. ex A. W. Hill]. PubMed: [Screening of phagocyte activators in plants; enhancement of TNF production by flavonoids]. PubMed: Effects of flavonoids on nonenzymatic lipid peroxidation: structure-activity relationship. PubMed: The actions of some vasoactive polypeptides and their antagonists on the anococcygeus muscle. PubMed: Metabolism of apigenin and related compounds in the rat. Metabolite formation in vivo and by the intestinal microflora in vitro.